Location: Pennbrooke Ph 01H, Leesburg
Do Not Show Listings
32804 OAK PARK DR, LEESBURG, FL 34748
$257,00015 Days on yellowkey MLS ID: G5109629
0 Days Off yellowkey (back on 4/3/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1260 Built: 1996Monthly Fee: $265 Tax: $3,768 (2025)Community: Pennbrooke Ph 01HSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,768
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Under contract-accepting backup offers. Welcome to the good life in Pennbrooke Fairways—one of Central Florida’s most sought-after 55+ gated golf communities, where every day feels like a getaway. This beautifully maintained, furnished, move-in ready 2-bedroom, 2-bath home blends comfort, style, and an active lifestyle you’ll truly enjoy. At the heart of the home is a completely redesigned kitchen (2024) featuring new cabinetry, updated countertops, and stainless-steel appliances, all complemented by plantation shutters and elegant quartz surfaces throughout and new flooring. The open, light-filled living space is designed for easy, relaxed living, with sliding glass doors that lead to an expansive, air-conditioned Florida room seamlessly connected to a screened lanai—perfect for morning coffee, entertaining friends, or simply unwinding while taking in the peaceful backdrop of mature trees. Enjoy the best of Florida living with a welcoming screened front porch that invites in the breeze and creates the ideal indoor-outdoor setting. This home has been thoughtfully updated with a newer roof (2016) and a well-maintained AC system (2009) equipped with a Performance Air Disinfection System for added comfort. The oversized garage provides ample space for storage, hobbies, or your golf cart, while HOA-included lawn maintenance allows you to spend more time enjoying the lifestyle you came for. Residents of Pennbrooke Fairways enjoy 27 holes of golf, two heated pools and hot tubs, a fully equipped fitness center, tennis and pickleball courts, and the popular on-site restaurant, The Grille at Pennbrooke Fairways. With a full calendar of clubs, activities, and social events, this is a true community where neighbors quickly become friends. Ideally located just minutes from Brownwood Paddock Square and The Villages, you’ll enjoy convenient access to shopping, dining, and entertainment while still coming home to a peaceful, gated setting. Move-in ready and waiting—discover a home where comfort meets connection, and where Florida living is as vibrant as it is relaxing.
Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)
Listing Agent: Tom Mcknight (352-978-9777)
32712 TIMBERWOOD DR, LEESBURG, FL 34748
$274,900439 Days on yellowkey MLS ID: O6273298
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1909 Built: 1996Monthly Fee: $255 Tax: $3,674 (2025)Community: Pennbrooke Ph 01HSingle Family
Taxes:$3,674
Remarks: Beautiful 3 bedroom 2 bath home on a premium cul-de-sac homesite with pond view in the guard gated golf community of Pennbrooke Fairways. This home features a brand new roof, new stainless steel appliances, new carpet and tile flooring, new paint inside and out, new hot water heater and 2019 AC system. The primary bedroom has a large walk-in closet and dual vanity. Bedroom 3 has a built-in Murphy Bed which can dual function as an office. There are tons of storage in the kitchen, laundry room cabinets and garage. HOA dues include lawn care, internet, cable, RV boat and trailer storage, and guarded gate. Pennbrooke Fairways has all the 55+ amenities an active couple desires and is located just 5 minutes from the Villages and Publix.
Listing is courtesy of: VELEZ COURTESY MANAGEMENT (407-595-0355)
Listing Agent: Gerry Klaus (407-929-6958)
32752 TIMBERWOOD DR, LEESBURG, FL 34748
$309,50045 Days on yellowkey MLS ID: G5108164
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1940 Built: 1999Monthly Fee: $265 Tax: $3,577 (2025)Community: Pennbrooke FairwaysSingle Family
Taxes:$3,577
Remarks: MOTIVATED SELLERS! Enjoy this beautifully updated, FULLY FURNISHED move-in ready home located in Pennbrooke Fairways (a well-known 27-hole golf course community) and only a 10-minute drive to Brownwood Paddock Square in The Villages. Here, every day feels like a vacation — where morning tee times, afternoon swims, and sunset gatherings with neighbors become part of your daily rhythm. Life in Pennbrooke Fairways means more than just a home- it’s a lifestyle. A truly gated community with security guards on duty and resort-style amenities, including pools, recreation centers, championship golf with clubhouse, restaurant and bar, pickleball, shuffleboard, and a full calendar of 100+ clubs and activities, make it easy to stay active and connected. Best of all, residents enjoy discounted golf rates. The monthly HOA fee conveniently includes cable TV, internet, and lawn mowing services, giving you more time to focus on fun. And here’s the icing on the cake — NO BOND and NO CDD, helping keep your monthly costs predictable and affordable. This thoughtfully designed and beautifully updated 3-bedroom, 2-bath split-bedroom floor plan offers both privacy and functionality, perfect for hosting visiting family and friends. The spacious primary bedroom with ensuite bath features a soothing whirlpool tub -your personal retreat after an active day or round of golf. Durable laminate and tile flooring throughout -NO CARPET- making maintenance simple so you can spend more time enjoying life. The many upgrades in this home provides exceptional value. The kitchen and bathrooms have been tastefully refreshed with professionally painted cabinetry, new countertops, and new sinks. Both bathrooms’ tubs and shower stalls have been professionally coated with lifetime-warrantied acrylic finishes and complemented by sleek new glass shower enclosures. Freshly painted walls and ceilings, new light fixtures, ceiling fans, and solar lighting create a bright, welcoming atmosphere that feels both modern and comfortable. A NEW WATER HEATER and WATER SOFTENER installed in 2024 add even more confidence and peace of mind. Accessibility features-including grab bars at toilets and showers, small ramps at the front door and lanai, and ADA-height toilets, ensure comfort, safety, and ease of living for years to come, allowing you to truly age in place with confidence. Whether you’re teeing off with neighbors, joining community events, or simply relaxing in your peaceful backyard sanctuary with NO REAR NEIGHBORS, this move-in-ready home delivers the vibrant, stress-free Florida golf cart community lifestyle you worked hard to enjoy. So call today for your private showing.
Listing is courtesy of: ERA GRIZZARD REAL ESTATE (352-787-6966)
Listing Agent: Michael Deegan (603-923-1592)
32704 TIMBERWOOD DR, LEESBURG, FL 34748
$267,000 MLS ID: G5109039
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1772 Built: 1997Community: Pennbrooke Ph 01HSingle Family
Taxes:
Tax Year:
Remarks: Under contract-accepting backup offers. Welcome to the good life in Pennbrooke Fairways—Central Florida’s premier 55+ gated golf community where every day feels like a vacation! This beautifully maintained, partially furnished, move-in ready 2-bedroom, 2-bath home (with a flexible office that could easily serve as a third bedroom) blends comfort, style, and an active lifestyle you’ll love. Granite surfaces throughout add a touch of elegance, making this home as attractive as it is functional. Step inside to a bright, open living space filled with natural light and designed for easy, relaxed living. Sliding glass doors lead to an extra-large, air-conditioned Florida room—an ideal spot for morning coffee, lively card games, or simply relaxing while taking in the peaceful view of mature trees and the nearby fountain that gives the home a quiet, country-like feel. The screened front porch invites in the gentle Florida breeze, creating the perfect setting for enjoying that signature indoor-outdoor Florida lifestyle. This home has been lovingly cared for and thoughtfully updated with a newer roof (2019) and a 2012 AC unit equipped with a Performance Air Disinfection System. The oversized garage offers plenty of room for storage, hobbies, or a golf cart—and wait until you see the extended paver driveway that provides ample parking and great curb appeal. Additional pavers in the backyard create a charming path leading toward the fountain area, perfect for enjoying the serene outdoor setting. Even better, lawn maintenance is included in the HOA, giving you more time to enjoy everything this vibrant community has to offer. Residents enjoy 27 holes of amazing golf, two heated pools and hot tubs, a fully equipped fitness center, tennis and pickleball courts, and the popular on-site restaurant, The Grille. There’s even a convenient hair salon right in the community. With countless clubs, activities, and friendly neighbors, this is the kind of place where people don’t just wave—they stop, talk, and truly enjoy the community. Ideally located just minutes from The Villages and Brownwood Paddock Square, you’ll have quick access to shopping, dining, and entertainment while still enjoying the peaceful charm of a gated golf community. Move-in ready and waiting for you—come discover why life at Pennbrooke Fairways isn’t just comfortable… it’s fun, social, and exactly what Florida living should be.
32831 TIMBERWOOD DR, LEESBURG, FL 34748
$297,897 MLS ID: G5103527
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1757 Built: 1997Community: Pennbrooke Ph 01HSingle Family
Remarks: What a view! Nestled on a Pennbrooke Fairways golf view lot this sprawling 3 bed 2 bath beauty has sophisticated charm and character. This amenity rich 55+ guard-gated community offers IT ALL so you can retire in style and stay active. Enter to a huge great room with sliders to enclosed lanai and enjoy views of pond and golf course. Step through to the well-equipped kitchen with an abundance of custom cabinets and counter space, newer appliances, breakfast bar and it all looks out to a cozy dinette and the living room. Formal dining room great for entertaining. The primary bedroom and attached en suite features his and her’s walk in closets, dual sink vanity, and a glassed step-in shower. Across the home you’ll find two more bedrooms with access to the 2nd full bath. A utility room provides indoor laundry and extra cabinet storage. The attached 2 car garage also includes more storage space. Out back the enclosed lanai is the perfect spot to enjoy the peaceful views.
Listing is courtesy of: CENTURY 21 ALTON CLARK (352-728-2121)
Listing Agent: Kathi Hill (352-409-0992)
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